Title: Book the Best Jamaica Beach WINERY Hotels in 2026 | Expedia.ca [Jamaica Beach Travel Guide](https://expedia.ca/Galveston-Jamaica-Beach.dx3000045667)[Vacation Rentals in Galveston](https://expedia.ca/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)[Flights to Galveston](https://expedia.ca/Cheap-Flights-To-Galveston.d1341.Travel-Guide-Flights)[Things to do in Galveston](https://expedia.ca/Things-To-Do-In-Galveston.d1341.Travel-Guide-Activities)[Jamaica Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Jamaica-Beach.d3000045667.Car-Rental-Guide)[Jamaica Beach Vacations](https://expedia.ca/Jamaica-Beach.d3000045667.Destination-Travel-Guides) ![Jamaica beach, Galveston. The calm after the storm.](https://images.trvl-media.com/place/3000045667/36681f18-a9d3-4736-8a96-a79c8ab3a633.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jennie Dominicci ![](https://images.trvl-media.com/place/3000045667/36681f18-a9d3-4736-8a96-a79c8ab3a633.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Jamaica Beach Winery Hotels Tonight [Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=3000045667&startDate=2026-01-29&endDate=2026-01-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=3000045667&startDate=2026-01-30&endDate=2026-01-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000045667&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000045667&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Jamaica Beach hotels with winery ![Exterior](https://images.trvl-media.com/lodging/67000000/66810000/66807000/66806968/f7039a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/67000000/66810000/66807000/66806968/9f640f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66810000/66807000/66806968/3eb0d15f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/67000000/66810000/66807000/66806968/55241c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5★ Waterfront home w/ bikes & kayaks, fire pit! Amazing underwater fishing light [](https://www.expedia.ca/Galveston-Hotels-5-New-On-Market-Luxury-Waterfront-Bikes-Kayaks-Included-Pet-Friendly.h66806968.Hotel-Information) West End 10/10 Exceptional (61 reviews) "Our family had a wonderful stay here in Jamaica Beach! The kids fished and kayaked the entire weekend, and the adults had a great time relaxing. The beach was just a quick 5 minutes away, so it was the perfect way to keep everyone entertained!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin P. CA $223 CA $593 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Galveston-Hotels-5-New-On-Market-Luxury-Waterfront-Bikes-Kayaks-Included-Pet-Friendly.h66806968.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18766500/18766448/63136c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18770000/18766500/18766448/3af5a6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18766500/18766448/2d9ccec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18766500/18766448/8385f524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5★ Waterfront home! Free bikes & kayaks! Pickleball! Fire pit! Great fishing! [](https://www.expedia.ca/Galveston-Hotels-5-Waterfront-Home-Free-Bikes-Kayaks-Great-Fishing-Kid-Safe-Pet-Friendly.h18766448.Hotel-Information) West End 10/10 Exceptional (316 reviews) "Pet friendly great family hang out spot " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) julie g. CA $211 CA $580 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Galveston-Hotels-5-Waterfront-Home-Free-Bikes-Kayaks-Great-Fishing-Kid-Safe-Pet-Friendly.h18766448.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18766700/18766643/189976b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18766700/18766643/6eddc540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18766700/18766643/0cbeba38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18766700/18766643/17581ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5★ Waterfront home! Bikes, kayaks, fishing, fire pit, pickleball! Pets welcome! [](https://www.expedia.ca/Galveston-Hotels-5-Waterfront-Paradise-Bikeskayaks-Underwater-Fishing-Light-Kidpet-Safe.h18766643.Hotel-Information) West End 10/10 Exceptional (288 reviews) "We had such an amazing relaxing time and definitely plan to book again in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle G. CA $203 CA $570 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Galveston-Hotels-5-Waterfront-Paradise-Bikeskayaks-Underwater-Fishing-Light-Kidpet-Safe.h18766643.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83760000/83757600/83757560/58e2d7eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/84000000/83760000/83757600/83757560/b96a2bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83760000/83757600/83757560/a4f95dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83760000/83757600/83757560/b5b5755f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agua Vista Waterfront Home 💥Hot Tub💥Sun Deck-Fish off Patio🎣Kayaks provided🛶 [](https://www.expedia.ca/Galveston-Hotels-Agua-Vista-Private-Canal-Home-WHot-Tub-2-Min-From-Beach-NEW.h83757560.Hotel-Information) West End 10/10 Exceptional (42 reviews) "Everything was great, Recommend staying at this property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $237 CA $656 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Galveston-Hotels-Agua-Vista-Private-Canal-Home-WHot-Tub-2-Min-From-Beach-NEW.h83757560.Hotel-Information) ![Deluxe Room, 1 King Bed, Kitchenette](https://images.trvl-media.com/lodging/79000000/78010000/78008500/78008498/67df911b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78010000/78008500/78008498/cd04a50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/79000000/78010000/78008500/78008498/066a2ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Kitchenette | Private kitchenette](https://images.trvl-media.com/lodging/79000000/78010000/78008500/78008498/bc1c422a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scottish Inns & Suites Hitchcock/Santa Fe [](https://www.expedia.ca/Hitchcock-Hotels-Scottish-Inn-And-Suites.h78008498.Hotel-Information) Hitchcock 8.6/10 Excellent (438 reviews) "Clean and close to ports" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $69 CA $79 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Hitchcock-Hotels-Scottish-Inn-And-Suites.h78008498.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/74000000/73100000/73098000/73097954/7d7da866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/74000000/73100000/73098000/73097954/fa5452db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73100000/73098000/73097954/33831443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73100000/73098000/73097954/ae22fea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Seahorse Apt - Lakeside and 2 blocks to the Beach [](https://www.expedia.ca/Galveston-Hotels-The-Seahorse-Apt-Lakeside-And-2-Blocks-To-The-Beach.h73097954.Hotel-Information) Near West End 9.8/10 Exceptional (58 reviews) "Quite and secluded. Close to the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Russell CA $84 CA $217 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Galveston-Hotels-The-Seahorse-Apt-Lakeside-And-2-Blocks-To-The-Beach.h73097954.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/33000000/32110000/32108300/32108228/dbcef2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32110000/32108300/32108228/caea6d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32110000/32108300/32108228/8d73d4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/33000000/32110000/32108300/32108228/a2acd19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Year round paradise for fishing and beach goers alike ... [](https://www.expedia.ca/Galveston-Hotels-Year-Round-Paradise-For-Fishing-And-Beach-Goers-Alike.h32108228.Hotel-Information) West End 9.4/10 Exceptional (74 reviews) "My in-laws live in Houston. We haven’t been down in about 3 years. We live in Arkansas. When we come we usually get a hotel room or condo this time I wanted more bc we celebrated our daughter’s 8th birthday. This house was everything and more!! So much room inside then you have the balcony and underneath too. Walking distance to the beach. Would recommend this house for anyone who has fur babies they take everywhere with them! Will definitely be back!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie M. CA $122 CA $375 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Galveston-Hotels-Year-Round-Paradise-For-Fishing-And-Beach-Goers-Alike.h32108228.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/117000000/116250000/116248800/116248715/4982515a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116250000/116248800/116248715/98a4f5cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116250000/116248800/116248715/d3e6764a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116250000/116248800/116248715/3577dffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Kissed at the Maravilla [](https://www.expedia.ca/Galveston-Hotels-Sun-Kissed-At-The-Maravilla.h116248715.Hotel-Information) Near West End 10/10 Exceptional (1 review) "Very nice property. Very clean. Just wish it was a little closer to the beach and easier to get across Seawall to get to beach. Other than that, it was great! Great pools too!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy M. CA $79 CA $321 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Galveston-Hotels-Sun-Kissed-At-The-Maravilla.h116248715.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105920000/105912200/105912200/ea488e34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105920000/105912200/105912200/bb474286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105920000/105912200/105912200/0b530f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105920000/105912200/105912200/46cd43b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jellyfish Lookout on Strand- historic neighborhood, local shops and dining [](https://www.expedia.ca/Galveston-Hotels-Jellyfish-Lookout-On-Strand-Historic-Neighborhood.h105912200.Hotel-Information) Strand Historic District 10/10 Exceptional (30 reviews) "Clean, air conditioned, beautiful, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert E. CA $129 CA $429 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Galveston-Hotels-Jellyfish-Lookout-On-Strand-Historic-Neighborhood.h105912200.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115240000/115238200/115238167/edb28107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115240000/115238200/115238167/502c1be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115240000/115238200/115238167/a5061e19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/116000000/115240000/115238200/115238167/b049ceb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Min. Walk to Beach, Great for Groups or Families [](https://www.expedia.ca/Galveston-Hotels-4-Min-Walk-To-Beach.h115238167.Hotel-Information) San Jacinto 10/10 Exceptional (8 reviews) "Great stay, would book again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber G. CA $145 CA $476 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Galveston-Hotels-4-Min-Walk-To-Beach.h115238167.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-12&endDate=2026-02-13®ionId=3000045667&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Jamaica Beach Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [4 Star Hotels in Galveston Island State Park ](https://www.expedia.ca/4Star-Galveston-Island-State-Park-Hotels.s40-0-d6082141.Travel-Guide-Filter-Hotels) - [Acapulco Village Hotels ](https://www.expedia.ca/Acapulco-Village-Galveston-Hotels.0-n553248635976481986-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Bermuda Beach ](https://www.expedia.ca/Bermuda-Beach-Galveston-Hotels-Adults-Only-Resorts.0-n553248635976469786-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Bermuda Beach ](https://www.expedia.ca/Bermuda-Beach-Galveston-Hotels-Boutique-Hotel.0-n553248635976469786-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Bermuda Beach ](https://www.expedia.ca/Bermuda-Beach-Galveston-Hotels-Golf-Hotel.0-n553248635976469786-0-tGolfHotel.Travel-Guide-Filter-Hotels) - 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